Jessamine Homes with Finished Basement

Jessamine Homes with Finished Basement

Welcome to Jessamine County, Kentucky, a hidden gem nestled in the heart of the Bluegrass region. Known for its picturesque landscapes, friendly communities, and rich history, Jessamine County offers a unique blend of rural charm and modern convenience. With easy access to major highways and proximity to Lexington, residents enjoy the tranquility of country living while being just a stone’s throw away from urban amenities.

One of the most sought-after features in Jessamine County homes is the finished basement. These versatile spaces provide homeowners with endless possibilities, from cozy family rooms and home theaters to vibrant play areas for children or even a spacious home office. Imagine hosting gatherings with friends and family in a beautifully designed basement, complete with comfortable seating and entertainment options.

In Jessamine County, many homes boast finished basements that enhance both livability and value. Whether you’re looking for a charming single-family home or a more expansive property, the availability of finished basements allows you to customize your living space to fit your lifestyle.

The community is also rich in outdoor activities, with parks, trails, and recreational facilities just waiting to be explored. With a strong sense of community and a variety of local events, Jessamine County truly feels like home. If you're considering a move to this beautiful area, let us help you find the perfect home with a finished basement that meets all your needs and dreams. Welcome to Jessamine County—where your ideal lifestyle awaits!

Newest Jessamine Homes with Finished Basement

$2,225,000
4 Beds ⋅ 5 Baths ⋅ 26021915 MLS
A Modern Retreat on two private acres just south of Lexington, and just east of the Airport and Keeneland! Completely fenced with an impressive entrance gate, this mini estate sits on a corner lot in the desirable community of Equestrian Estates. Lush landscaping gives a parklike view through every window! Welcome to over 5900 square feet of reimagined space with 3600 square feet on the main level that opens to views of the pool and flora beyond! The unique layout is perfect for entertaining and inside/outside living that invites you to head out to the pool and enjoy nature! The heart of the home is a sleek show-stopping chef's kitchen which draws attention to the stunning views outside. Sleek, white cabinetry with Jennair micro/convection double oven (2026), dishwasher, and gas cooktop plus a Thermador refrigerator. White quartz countertops and generous counter space made for cooking, gathering, and hosting. Two guest bedrooms can accommodate sleep or work with their generous size and light and a guest bath which also doubles as a private bath for one of the bedrooms. Retreat to the primary suite on the first floor where a spa-inspired bath offers a true escape conceived for restoration and repose. Upstairs you will find an impressive 668-square private guest bedroom with ensuite with large closets for more than clothes! The finished lower level is built for living well with its steam shower for ultimate relaxation, 2-person whirlpool tub, a flex space for a home gym, 5th "bedroom", or private office, while the bar is perfect for entertainment, game night, or a spot to watch UK sports! This is more than a house-it is a lifestyle in a location that rarely offers such privacy and uniqueness! Call for a private showing to be wowed by the experience.

201 Ponder Way, Nicholasville
$950,000
4 Beds ⋅ 4 Baths ⋅ 26021069 MLS
Escape to the countryside in this immaculate 4-bedroom, 3.5-bath home that checks every box. Situated on over 11 acres of lush, secluded land, this property offers the maximum privacy your family craves. Inside, you'll find a freshly painted home featuring a stunning new kitchen remodel—a perfect space with granite counters and premium new appliances. There is plenty of space to host with the large breakfast area and formal dining room. Designed for year-round entertaining, the finished basement boasts a huge recreation room and wet bar, while the expansive covered porches offer the perfect spot to relax on your fully private lot. With a 1st-floor primary suite, three additional bedrooms, and a massive 3-car garage, there is room for everyone. Located only 7 minutes from Wilmore and 10 minutes from Nicholasville, this rare find offers a peaceful rural lifestyle without sacrificing proximity to town. The over 11 acre property features maximum privacy at the end of a dead end road, filled with beautiful wooded trails, access to jessamine creek and beautiful waterfalls. The property is filled with abundant wildlife, with deer and turkey frequently sighted out the back door. Come see this beautiful property now before its too late!

405 Lone Oak Rd, Wilmore
$1,575,000
4 Beds ⋅ 6 Baths ⋅ 26020236 MLS
Welcome to this exceptional Central Kentucky retreat where luxury, thoughtful design, and peaceful country living come together on just over 5 picturesque acres in Jessamine County. This stunning ranch home is filled with carefully selected upgrades and custom touches, offering both elevated style and comfortable everyday living. At the heart of this home, the beautifully designed kitchen is truly a showstopper, featuring custom cabinetry, an expansive island, statement lighting, and high-end finishes—perfect for gathering, entertaining, and making everyday moments feel special. Thoughtful details continue throughout, with the spa-like primary bathroom that brings the outisde in, to the 2 additional en suite bedrooms in the basement (2 additional bedrooms in basement without a window making 6 total beds), creating a home that feels polished, inviting, and unlike anything else. Step outside and discover your own private resort. The sparkling saltwater pool is surrounded by beautifully designed outdoor spaces and complemented by a stylish pool house, creating the perfect setting for summer entertaining, relaxing weekends, or enjoying peaceful evenings overlooking the property. A huge newer built barn/workshop provides incredible flexibility for hobbies, projects, equipment, storage, or additional workspace, which is also plumbed for you to add a half bath. Enjoy the privacy and open space of country living without sacrificing convenience. Ideally located approximately 18 minutes from the Nicholasville Road corridor, 15 minutes from Palomar's shopping and dining, and with easy access to Blue Grass Airport, this property offers the best of all worlds. (Versailles mailing address but Jessamine Co. Schools-and 2 miles just past Champions Trace Golf Course)

109 Stirling Ln, Versailles
$874,900
4 Beds ⋅ 4 Baths ⋅ 26020202 MLS
Classic Colonial living on five scenic acres overlooking Thoroughbred Golf Course. Perfectly positioned just minutes from Lexington and directly across from world-renowned Taylor Made Farm, this beautifully renovated home has everything you've been looking for. Inside, nearly every room has been thoughtfully updated. The well appointed kitchen showcases quartz countertops with a waterfall edge, refinished cabinetry, new appliances, and custom built-in seating. The family room, with vaulted ceilings, dining room, office, powder room, and laundry room with drop zone complete the main living area. Upstairs, the completely reimagined primary suite features a spa-inspired bath with custom vanities, quartz countertops, a freestanding soaking tub, oversized tiled shower with dual shower heads, and designer finishes throughout. Two other bedrooms, with custom built-ins and generous closets, share an updated Jack and Jill bathroom. The finished walkout basement offers exceptional versatility with a fourth bedroom, updated full bath, and generous living and entertaining space. Step outside to enjoy all seasons on the expansive new deck featuring a screened porch with metal roof, infrared heater, and panoramic golf course views. Major improvements also include a new roof and gutters (2023), HVAC (2024), garage doors, front entry doors, whole-home water filtration and softening system, fresh landscaping, and expanded driveway. Golf enthusiasts will appreciate being a short walk or golf cart ride away from the clubhouse of Thoroughbred Golf Club, featuring brand new Trackman Simulator rooms and a full service restaurant, The Barn. Offering the best of both worlds - peaceful country living with Lexington just minutes away - this truly move-in-ready home is a rare opportunity!

1020 High Point Dr, Nicholasville
$1,750,900
5 Beds ⋅ 6 Baths ⋅ 26019640 MLS
Rare opportunity to purchase a large ranch with a basement on 5 acres and within 10 minutes of Man O' War Blvd!! This lovely ranch has been recently updated and offers tons of upgrades. The first floor greets you with a nice large open living area w/ Great Room, Kitchen, Dining Room and Living Room. In addition, the first floor offers a huge master suite that boasts a renovated bathroom with tile shower/dual vanities/custom WIC and soaking tub, two guest bedrooms (both have their own bathrooms connected), rec room on the rear of the home and walk in laundry room w/ custom cabinetry!! Need more space? This property has it all with a full finished basement that offers a gigantic family room w/ gas fireplace/custom ceiling, second kitchen w/ full complement of appliances, 2nd laundry room, two guest bedrooms w/ full baths connected, cedar storage closet, rec/bonus room, recently added 1/2 bath and storage/mechanical room. This property has tons of nice outdoor space including multiple waterfalls, updated trex deck, covered patio, stocked pond and expansive landscaping/brick fences and stone retaining walls. Other upgrades/updates include: recently updated heating/cooling, new paint throughout, new windows throughout, updated exterior/interior railing, new garage doors/openers, some updated lighting and plumbing, new flooring throughout, new fridge/ice maker in main kitchen and recently painted exterior brick among many others. The property has many upgraded features including heated floors, two koi ponds, solid core doors, granite window ledges, irrigation system with Well water, three gas fireplaces, two tankless water heaters, basement kitchen and an oversized three car garage. Schedule your showing today and experience luxury at its finest in one of Nicholasville's most desirable subdivisions at Emerald Estates.

151 Pearl Ln, Nicholasville
$399,900
4 Beds ⋅ 2 Baths ⋅ 26019332 MLS
Located in the highly sought-after Talbott Subdivision, this beautifully maintained 4-bedroom, 2-bathroom home offers the perfect blend of space, style, and convenience in the heart of Wilmore. Just minutes from Asbury University, local parks, and downtown Wilmore, you'll love the welcoming community and ideal location. Inside, the open-concept living room and kitchen create an inviting space for gathering with family and friends. The updated kitchen features stainless steel appliances, a gas range, and ample cabinet space, while large windows throughout the home flood the interior with natural light. The split-level design provides a functional layout with flexible living space to fit a variety of lifestyles. Outside, the backyard is ready for entertaining or relaxing with an above-ground pool and plenty of room to enjoy the outdoors. Combining thoughtful updates, a desirable floor plan, and an unbeatable location, 516 Talbott Drive is one you won't want to miss.

516 Talbott Dr, Wilmore
$579,900
4 Beds ⋅ 4 Baths ⋅ 26019258 MLS
Tucked away at the end of a quiet cul-de-sac in Nicholasville, 47 Woodbriar Court is the kind of home that feels special from the moment you arrive. Surrounded by mature trees and peaceful views, this property offers a beautiful sense of privacy while still keeping you close to the conveniences of town. The home's charming turret gives it a storybook presence, adding character and architectural interest that makes it stand out in the most memorable way. It creates a feeling of warmth and uniqueness before you ever step through the door. Inside, you'll find spacious, inviting living areas designed for both everyday comfort and meaningful gatherings. The layout offers plenty of room to relax, entertain, and create a home that fits your life beautifully. The finished walkout basement adds even more space and flexibility, perfect for a cozy movie room, guest area, game room, home office, or quiet retreat. Out back, the setting becomes even more special. The deck is ideal for slow mornings with coffee, summer dinners outside, or peaceful evenings overlooking the wooded surroundings. The above-ground pool adds the perfect touch of fun and relaxation, creating a backyard escape where memories can be made all season long. With its wooded lot, private cul-de-sac location, spacious interior, finished walkout basement, deck, pool, and charming turret, 47 Woodbriar Court is more than just a house. It is a place to fall in love with, settle into, and truly call home.

47 Woodbriar Ct, Nicholasville
$615,000
5 Beds ⋅ 3 Baths ⋅ 26018929 MLS
Welcome home to this gorgeous property in the highly sought-after Lone Oak subdivision, where timeless meets exceptional functionality. Thoughtfully renovated this property features quality craftmanship, modern conveniences and incredible indoor and outdoor living spaces. The heart of the home has been transformed with an open concept layout, seamlessly connecting the kitchen and formal living area. The kitchen features custom built in cabinetry, a newly added pantry and custom trim work, creating a warm and inviting space for everyday living and entertaining. Major updates provide peace of mind, including a new HVAC (2025), new sump pump, and a new sewage/upflush pump in basement. The upstairs bath has been beautifully remodeled with a spacious walk-in shower, while the finished basement offers an expansive family room and a versatile bedroom. Both spaces feature durable, waterproof polyurea flooring designed to withstand years of wear. Step outside to your own private backyard retreat. Enjoy the saltwater pool with a new liner and filter (2025), a new pool heater (2024) and an ultra-quite pool pump. Relax on the trex deck just off the screened in porch, surrounded by a new privacy fence and expanded concrete pool deck perfect for entertaining family and friends. Car enthusiasts, hobbyist or those needing extra space will appreciate the impressive 30x36 ft detached garage, fully insulated and equipped with heating and air conditioning for year-round comfort. The detached garage also has 10ft ceilings, 8ft doors and a vaulted ceiling for a car lift. The widened driveway provides additional parking and curb appeal. With extensive updates throughout, incredible outdoor amenities and a prime location in one of the area's most desirable neighborhoods, this exceptional Lone Oak home is truly one you don't want to miss!!

200 W Fairway Dr, Nicholasville
$455,000
4 Beds ⋅ 3 Baths ⋅ 26018845 MLS
Welcome to Your Dream Home in Keene Crossing! Nestled in one of Nicholasville's most highly sought-after neighborhoods, this stunning 4-bedroom, 2.5-bathroom property offers the perfect combination of expansive living space and unbeatable convenience. Located right off Nicholasville Road, you are just minutes away from local favorites like Copper River Grill, everyday essentials like Lowe's and Walgreens, and Saint Joseph Health Jessamine. Plus, enjoy an effortless commute with downtown Lexington just a short drive away! Step past the beautiful two-story foyer and immediately feel the grandeur of the main floor's extensive square footage. A formal sitting room greets you at the entrance, flowing seamlessly into a formal dining room—perfect for hosting holiday dinners. The heart of the home features a bright eat-in kitchen that overlooks an expansive great room boasting high ceilings and a cozy fireplace. Transition effortlessly to outdoor living through the great room's access to a brand-new back deck, ideal for summer barbecues and relaxing evenings. Upstairs, you will find four generously sized, freshly painted bedrooms providing ample closet space and a peaceful retreat for everyone in the family. The crown jewel of this property is the massive, fully finished walk-out basement. Offering an abundance of flexible square footage, it features two extra rooms perfect for storage closets, hobby spaces, or a home office. The expansive main recreation area is a blank canvas ready to be reimagined into your ultimate man-cave, a secondary living room, or the perfect game-day gathering hub to watch sports with family and friends. With quiet streets, a friendly community vibe, and a highly functional layout, 504 Thames Circle is ready for you to move right in. Schedule your private tour today!

504 Thames Cir, Nicholasville
$1,500,000
4 Beds ⋅ 4 Baths ⋅ 26018823 MLS
Nestled among mature trees in the prestigious Barkley Woods community, this one-owner custom-built ranch offers a rare combination of exceptional craftsmanship, timeless design, and an unforgettable natural setting. Backing to a mature tree-lined backdrop and surrounded by a fully fenced backyard, the property offers a level of privacy and tranquility rarely found in today's market. Encompassing 5,228 finished square feet and nearly 6,900 square feet under roof, the thoughtfully designed floor plan is filled with natural light and refined architectural details. Soaring 11-foot ceilings, elegant 8-foot interior doors throughout the main level, rich hardwood flooring, extensive custom millwork, and expansive windows create warm, inviting spaces that seamlessly connect to the picturesque landscape beyond. Designed for effortless entertaining and everyday living, the chef's kitchen is the heart of the home. An oversized quartz island anchors the space, complemented by custom cabinetry, a generous walk-in pantry, and an adjoining butler's pantry with wet bar. Expansive sliding glass doors open to the covered outdoor living area, where peaceful views of the mature trees create the perfect backdrop for morning coffee, family gatherings, or quiet evenings at home. Built by its original owners with an uncompromising commitment to quality, the home features 2x6 exterior wall construction, a four-zone HVAC system for exceptional comfort and efficiency, and an impressive 1,100-square-foot garage with an oversized door that easily accommodates a boat, oversized vehicles, or even a recreational vehicle. Every space has been thoughtfully designed to balance elegance with everyday livability, but it is the setting that truly distinguishes this home. Whether entertaining guests or simply enjoying the peaceful surroundings from your own backyard, this is a property that offers a lifestyle as remarkable as its craftsmanship.

202 Deerfield Cir, Nicholasville
$879,000
4 Beds ⋅ 5 Baths ⋅ 26018565 MLS
Welcome to 337 Hawthorne Drive, an exceptional custom-built home nestled in the highly sought-after Hawthorne subdivision. Offering approximately 5,850 square feet of beautifully designed living space, this impressive residence combines timeless elegance, quality craftsmanship, and modern comfort. Set on one of the neighborhood's most desirable lots, this home offers an uncommon sense of privacy with no neighboring home on the left, direct access to a scenic walking path, and a tranquil pond just steps away. The backyard also backs to picturesque farmland, creating a peaceful, country-like setting while remaining just minutes from Lexington. Inside, you'll find room for everyone to live, work, and entertain in style. A breathtaking two-story great room is filled with natural light and highlighted by custom built-ins and a gas fireplace. The spacious kitchen is a chef's dream, featuring granite countertops, stainless steel appliances, a large center island, and an adjoining sunroom that's perfect for morning coffee while taking in the serene surroundings. The first-floor primary suite serves as a private retreat with a spa-inspired bath featuring a tiled walk-in shower, soaking tub, and oversized walk-in closet. Upstairs, you'll find three generously sized bedrooms, including one with a private balcony, along with two additional full baths. The finished lower level provides exceptional flexibility with expansive recreation and entertainment spaces, guest accommodations, and an additional full bath. Outdoor living is just as impressive. Enjoy the large rear deck overlooking the private backyard, where mature landscaping, open farmland, and the adjacent walking trail create a setting that's both peaceful and picturesque. Whether you're enjoying an evening stroll around the pond or relaxing at home with no immediate neighbor to the left, this property offers a level of privacy that's rarely available in a neighborhood setting. Additional highlights include a 3-car garage, irrigation system, Generac backup power system, and meticulous attention to detail throughout. This is a rare opportunity to own a truly remarkable home in one of Jessamine County's premier neighborhoods. Schedule your private showing today and experience the exceptional lifestyle that 337 Hawthorne Drive has to offer.

337 Hawthorne Dr, Nicholasville
$990,000
5 Beds ⋅ 5 Baths ⋅ 26017108 MLS
Situated on 5.25 private acres in the highly sought-after Stirling Estates, this custom-built estate offers the perfect balance of luxury, privacy, and everyday comfort. Featuring 5 bedrooms, 4.5 bathrooms, and over three finished levels, this home provides exceptional space for entertaining, multi-generational living, or simply enjoying peaceful country living just minutes from Versailles and Lexington. The thoughtfully designed floor plan includes a spacious first-floor primary suite, a beautifully appointed kitchen with abundant cabinetry, built-in bookcases, formal and casual living spaces, three additional bedrooms, and two and a half full baths. Upstairs you'll find a dedicated recreation room, with a full bath, while the expansive walkout lower level offers two large living areas, a bedroom, full bath, bonus room, and endless possibilities for guests, a home gym, theater, or office. Step outside to your own private retreat. Spend summer days relaxing by the 30,000-gallon in-ground pool, entertain on the oversized patio and deck, or explore the wooded acreage complete with room for endless outdoor adventures. A gated entrance, 3-car garage, and new roof (2024) complete this exceptional property. Luxury homes offering this combination of acreage, privacy, custom craftsmanship, and resort-style amenities are a rare find. Experience the best of Kentucky living at 106 Stirling Lane.

106 Stirling Ln, Versailles
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